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Index/Attorney Daniel J. Siegel's Legal Tech Podcast
Attorney Daniel J. Siegel's Legal Tech Podcast artwork

Estate Planning Kerfuffles: Why DIY Wills and Living Trusts Go Wrong

Attorney Daniel J. Siegel's Legal Tech Podcast · 2026-03-03 · 14 min

0:00--:--

Key moments - from our scoring

Substance score

21 / 100

Five dimensions, 20 points each

Insight Density5 / 20
Originality4 / 20
Guest Caliber3 / 20
Specificity & Evidence6 / 20
Conversational Craft3 / 20

Daniel J. Siegel, a Pennsylvania and New Jersey attorney, dissects a cautionary estate planning case where DIY document creation cost a family far more than professional legal counsel would have. The client's mother died with a validly executed will but decided she wanted to leave assets to grandchildren instead of children. Rather than hire a lawyer to amend the will or draft a new one, the son used an online tool to create a living trust - which was executed improperly and rendered invalid under the mother's state law. Meanwhile, the original will was never amended, leaving a legal conflict that forced the estate into costly litigation. Siegel explains why revocable living trusts fail to achieve their intended tax benefits in Pennsylvania: under Pennsylvania Department of Revenue guidance, revocable trusts remain subject to inheritance tax and probate unless made irrevocable (meaning you surrender ownership entirely). His office drafts new wills rather than codicils to avoid document conflicts, charges flat rates with free revisions, and recommends layering beneficiary designations on brokerage accounts to minimize tax exposure. This episode is essential for any business owner, executor, or family member facing estate decisions who assumes online legal tools or DIY amendments save money upfront - only to discover the back-end litigation costs.

Key takeaways

  • →Revocable living trusts in Pennsylvania do not avoid inheritance tax unless made irrevocable, which requires giving away all assets and defeats the purpose of estate planning.
  • →Online legal document tools like LegalZoom should never be used for estate planning because improper execution can render documents void, as happened with the improperly executed living trust in the case study.
  • →Failing to amend or redraft a will when circumstances change (like wanting to leave assets to grandchildren instead of children) while creating separate trusts creates conflicts and legal complications.
  • →Probate court involvement due to invalid estate planning documents costs far more in legal fees than the initial savings from DIY or improper amendments.
  • →Proper estate planning should include a coordinated set of documents (will, power of attorney, living will, healthcare power of attorney) drafted by a lawyer and reviewed whenever circumstances change.

In this episode

  1. 1Introduction to Estate Planning Problems and DIY Solutions
  2. 2Case Study: Mother's Will Amendment Using Living Trust
  3. 3Improper Execution of Living Trust and Legal Consequences
  4. 4Pennsylvania Inheritance Tax and Revocable Living Trust Ineffectiveness
  5. 5Proper Estate Planning Strategies Using Beneficiary Accounts
  6. 6Cost Analysis: Front-End Savings vs. Back-End Legal Expenses
  7. 7Key Takeaways: Working with Lawyers for Proper Document Drafting

Mentioned

Integrated Technology Services, LLCLaw Offices of Daniel J. Siegel, LLCLegalZoomPennsylvania Department of RevenueDaniel J. Siegel

Topics in this episode

Living trustsPennsylvania inheritance taxCodicilsProbatePennsylvania Department of RevenueLegalZoomRevocable trustsIrrevocable trustsBeneficiary designationsPowers of attorneyrevocable living trustsbrokerage accounts with beneficiariespower of attorneyhealthcare power of attorneyPennsylvania Department of Revenue Taxability Statement

Questions this episode answers

Why are revocable living trusts not effective for avoiding inheritance tax in Pennsylvania?

Under Pennsylvania Department of Revenue guidance, a revocable living trust remains subject to inheritance tax and probate because the settlor retains ownership rights over the assets. To avoid inheritance tax, the trust must be irrevocable - meaning you permanently give up ownership - which defeats the purpose for most people and still doesn't eliminate probate unless you give away everything.

What went wrong in the case where a son drafted a living trust for his mother?

The son drafted the living trust without legal assistance and failed to execute it properly according to state law, rendering it completely invalid. Additionally, he never amended the original will, creating a conflict where the will still designated children as beneficiaries while the (now-void) trust attempted to designate grandchildren, forcing the estate into costly court proceedings.

Should you amend an existing will with a codicil or draft a new will instead?

While both options are legally valid, Daniel J. Siegel's office prefers drafting a new will rather than a codicil because codicils risk creating conflicts between the two documents that can cause errors.

What is the most cost-effective way to handle estate planning updates if your wishes change?

Return to a lawyer to either issue a codicil (amendment) or draft a new will. The upfront legal cost is minimal compared to back-end litigation expenses; Siegel's office charges flat rates with free revisions, and the investment prevents costly probate disputes and tax complications.

What alternative to living trusts does Siegel recommend for Pennsylvania estate planning?

Siegel recommends putting as many assets as possible into brokerage accounts and similar accounts with named beneficiaries, allowing those assets to pass without inheritance tax or probate, while only paying inheritance tax on remaining assets after deductions.

What our scoring noted

Our reviewer’s read on each dimension, with quotes from the episode.

Insight Density

5 / 20

The episode contains one genuinely useful, specific insight about revocable living trusts and Pennsylvania inheritance tax, but the rest is a repetitive 'hire a lawyer, don't DIY' cautionary tale padded with self-promotion and restatements of the same point across multiple segments.

unless the living trust is irrevocable, which means you give the items in the trust to your trustee and cannot take them back, you are liable for the tax
They saved some money and decided it would be easier to do that method. Well. They saved money in the front end, but now they're paying it in the back end.

Originality

4 / 20

The entire episode is a single, well-worn argument - 'DIY legal tools are penny-wise pound-foolish' - with no contrarian framing, no first-principles reasoning, and no perspective a listener couldn't have inferred from common sense or any other legal marketing content.

I don't recommend ever using online tools for drafting estate planning documents
it's well worth it to do that. Rather than have the kerfuffle that this family had and end up in court

Guest Caliber

3 / 20

This is a solo monologue by the host, who is a small-firm Pennsylvania attorney explicitly using the podcast to market his own practice; there are no guests at all, and the host's practitioner credibility is modest and narrowly jurisdictional.

This podcast is sponsored by Integrated Technology Services, LLC and by the Law Offices of Daniel J. Segal, LLC
I am an attorney licensed in Pennsylvania and New Jersey

Specificity & Evidence

6 / 20

There is one anonymised case study and a citation of a real Pennsylvania Department of Revenue document from 2009, which is concrete; however, no dollar figures, no outcome data, and no named companies or measurable results are provided anywhere in the episode.

the Pennsylvania Department of Revenue on their statement, which they issued and reissued in 2009 and is still valid, called the Taxability of a Revocable Living Trust and Inheritance Tax
the trust corpus, the body of the estate is subject to Pennsylvania inheritance tax, where the settlor retained certain rights over the assets until his or her death

Conversational Craft

3 / 20

There is no interview, no guest, no questions, and no pushback whatsoever; the monologue is disorganised and repetitive, cycling through the same conclusion at least four times without deepening or challenging any of the claims made.

So the lessons we learned here are simple. You should contact a lawyer and speak with him or her about your needs
My preference is the new will, as I said. And then you have your document that expresses those needs. Don't do it yourself.

Conversation analysis

Computed from the transcript - who did the talking, and the words that came up most.

Most-used words

trust15living13money10estate9documents9lawyer9pennsylvania9inheritance9draft8assets8drafted6back6write6lawyers5planning5properly5

Episode notes

In this episode of the Legal Tech Podcast , attorney Dan Siegel explores a real‑world estate planning “kerfuffle” that highlights why do‑it‑yourself wills, online legal forms, and improperly drafted living trusts can create expensive and painful consequences for families. Using a client story, Dan explains how well‑intentioned efforts to save money - such as relying on online tools or having a non‑lawyer amend estate plans - can result in invalid documents, unintended distributions, probate complications, and significant legal fees after death. He discusses the risks of failing to properly amend a will, the dangers of improperly executed living trusts, and common misconceptions about avoiding probate and Pennsylvania inheritance tax. The episode also addresses why revocable living trusts often do not achieve the tax or probate benefits people expect under Pennsylvania law, and why coordinated estate planning - wills, powers of attorney, healthcare directives, and beneficiary designations - must be done correctly and kept up to date. The key takeaway: estate planning is not a place to cut corners.

Full transcript

14 min

Transcribed and scored by The B2B Podcast Index.

1 - > Hello and welcome to the Legal Tech Podcast sponsored by Integrated Technology Services, LLC and the law offices of Daniel J. Siegel, LLC, both of Havertown. We are happy to provide this podcast to you as a service and hope that you enjoy it. We welcome your feedback.

By sending an email if you like it or if you don't 2 - > Or have other suggestions to Dan at TechLawyergy.com t-e-c-h-l-a-w-y-e-r-g-y.com. Now to the topics at hand.

This is really a couple of topics, but they come up all the time in my practice. And they're issues that come up regularly for not only me but other lawyers who do estate planning. They deal with the intersection of planning and estates, amending your documents using legal zoom or other types of online creation material, and then using or creating a living trust, each of which can have its own problems and each of which combined can make for, as it was described to me by a client, a kerfuffle.

3 - > So let's get to it and you'll understand why. I don't recommend ever using online tools for drafting estate planning documents. Why it is important to go to a lawyer who is familiar with estate planning documents, and most importantly, having your documents drafted and amended as necessary and executed properly. We go back to the beginning of this story, and a client consulted with me, about her mother, who died in another state that I'm not licensed in.

4 - > I'm licensed in Pennsylvania and can give her recommendations concerning Pennsylvania law. But she wanted to talk, and I, of course, was willing to listen. She came to me because her mother had drafted a will many years ago that set forth her wishes clearly and concisely. She was very happy with that document.

In the interim, she became a grandmother multiple times over and decided that she wanted to leave parts of her estate to her grandchildren directly instead of to her children. 5 - > So what did she do? She asked her son to help her with that, and he did so. But he's not a lawyer.

And as a result, he decided to use a living trust as the mechanism for creating the documents that would, and possibly intentionally leave those items to her grandchildren. Well, he drafted the Living Trust, and did not amend the will. 6 - > Meanwhile, he drafted the living Trust and then had it executed, but not executed properly, which in the state where the woman lived and eventually died, meant that the living trust was of no validity at all, which meant the items in the Living Trust would have to go back to the estate.

Of course, as usual, the heirs did not know this at the time and had already begun distributing money to the grandchildren, even though legally it is not. 7 - > It was not proper, although it was her wishes. What we have is a true kerfuffle and as a result there was a problem. They eventually went to a lawyer in the state where she lived, and he advised them that yes, the will was not amended at all.

And if the will had been either amended or, as we like to do with our office, draft a new will, because you can draft a codicil, which is a an amendment to a will. 8 - > But whenever you draft a codicil, there is always the risk that the two documents, could in some way conflict and cause errors as a result. We don't draft castles in my office. We draft new wills every time.

But for our clients, it's not a big expense because we don't charge for revisions. So the wills are and any amendments are free. 9 - > Instead, she drafted, or her son drafted, a living trust. We also don't draft living trusts because under Pennsylvania law, in most cases they are not valid.

And let me explain. I'm not going to use, my language to explain. I'm going to use language that is, it was issued by the Pennsylvania Department of Revenue on their statement, which they issued and reissued in 2009 and is still valid, called the Taxability of a Revocable Living Trust and Inheritance Tax. 10 - > And what that document said, basically, is that unless the living trust is irrevocable, which means you give the items in the trust to your trustee and cannot take them back, you are liable for the tax.

They say, specifically the trust corpus, the body of the estate is subject to Pennsylvania inheritance tax, where the settlor retained certain rights over the assets until his or her death. 11 - > So if you're writing a living trust in Pennsylvania with the intent of avoiding inheritance tax, you have to give it all away. And that means you don't own whatever it is. And many people draft living trusts, thinking that they are going to be able to avoid inheritance tax.

But you don't avoid inheritance tax unless you give everything to the trust, which means you own no assets. 12 - > And if you have any assets left, you still have to go through probate. That's not good financial planning. What we generally recommend, and every client is different.

So I can only talk about generalities here because we invite every client in and meet with them and discuss and write a document that is catered to their needs. Is that, generally speaking, if you give as much of it to or put as much of it as you have into brokerage accounts and similar accounts, and have beneficiaries on every one of those accounts, then the any items you have such as that and they could be in XYZ brokerage will pass without inheritance tax or having to go 13 - > through probate.

But there will always be or most of the time there will be some products or assets that don't, and those you pay the inheritance tax on after deductions. But if you do it properly, you have minimized greatly the inheritance tax possibilities. That's why unless in Pennsylvania, you have dealt with an irrevocable trust, you are subject going to be subject to the tax instead if you make it a revocable trust, which means you still retain the ownership rights to that, then that is no different than putting it in a bank account.

14 - > What happened here or at least so far what's happened because it's now in the courts and they're spending a lot of money on lawyers, and lawyers like to make money. I don't mind making money, but at the same point, there was no need for this, because if the lawyers had been consulted at the time, she wanted to amend her will instead of saving money, they would have either issued a codicil or my preference issued a new will that would have specifically explained and set out the division of assets between her children and her grandchildren.

15 - > Instead, they saved some money and decided it would be easier to do that method. Well. They saved money in the front end, but now they're paying it in the back end. And that's going to cost them more, because to get this will and the trusts into the estate, you now have to have a judge involved.

So that that hearing and those money, those documents and those filings cost money that really the estate wouldn't have had to pay if it had been done properly. 16 - > So the lessons we learned here are simple. You should contact a lawyer and speak with him or her about your needs, and have them draft a document that is prudent for your needs. That means also taking into account any, brokerage accounts and other things.

Now, my advice is generally for people with, not a lot of assets. 17 - > And what I mean by not a lot of assets is not 10 or 15 or $20 million in assets for them. They do need an estate lawyer, who has a tax background. I don't have a tax background.

We refer them out to other professionals who do. But most of us don't have a state estates in that range of value and can handle this. 18 - > So you plan ahead. You write your will.

You write your power of attorney. You write your living well and you write your healthcare power of attorney. And you have a set of documents that clearly expresses your needs. If in fact, those change, you go back to the lawyer, and the lawyer can either write a codicil or a new will.

19 - > My preference is the new will, as I said. And then you have your document that expresses those needs. Don't do it yourself. I know it's easy, and it is a little less expensive in the front and the front end, but in the back end, you will pay for that.

And in this particular case, it may mean that the grandchildren don't get anything or that the parents have to get their inheritance and then pass it on in some way, which may well be taxable, under that state law. 20 - > That's a disaster waiting to happen. Spell out your needs. Make sure all of your documents are written properly.

And be glad that you consulted a lawyer. It doesn't cost a lot of money. My office does them all the time. We charge a flat rate for it, and we don't charge for revisions either.

Some lawyers are work in a similar fashion. 21 - > Others do charge by the hour or other rates. But the point is, it's well worth it to do that. Rather than have the kerfuffle that this family had and end up in court with filings and other expenses, and believe me, they're going to cost well, more than the lawyer would have charged, for just amending or rewriting the will.

22 - > This has been the legal tech podcast. I'm your host, Dan Siegel. I am an attorney licensed in Pennsylvania and New Jersey. This podcast is sponsored by Integrated Technology Services, LLC and by the Law Offices of Daniel J.

Segal, LLC, both located at 66 West Eagle Road in Havertown, Pennsylvania. 19083. You can reach us at 610 4463457. Or you can send us an email at Dan at t-e-c-h-l-a-w-y-e-r-g-y,com, techlawyer.

com or Dan at Daniel J. 23 - > Siegel dot com dan@danieljsiegel.com and we will be happy to answer your questions. Thanks again for listening, and have a good day.

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